CHEBI:69621 - trichothecin

ChEBI IDCHEBI:69621
ChEBI Nametrichothecin
Stars
DefinitionA trichothecene mycototoxin isolated from the endophytic fungus Trichothecium sp. and it exhibits anti-cancer properties.
Secondary ChEBI IDCHEBI:9692
Last Modified15 October 2021
DownloadsMolfile
FormulaC19H24O5
Net Charge0
Average Mass332.396
Monoisotopic Mass332.16237
SMILES[H][C@@]12C=C(C)C(=O)C[C@]1(C)[C@@]1(C)[C@H](OC(=O)/C=C\C)C[C@@]([H])(O2)[C@@]12CO2
InChIInChI=1S/C19H24O5/c1-5-6-16(21)24-14-8-15-19(10-22-19)18(14,4)17(3)9-12(20)11(2)7-13(17)23-15/h5-7,13-15H,8-10H2,1-4H3/b6-5-/t13-,14-,15-,17+,18-,19+/m1/s1
InChIKeyLJWZOKOFCBPNAG-HULHSAFCSA-N
Species of MetaboliteComponentSourceComments
Trichothecium sp. MSX_51320 (ncbitaxon:1094547) - PubMed (21978324) Mycosynthetix fungal strain was isolated by Dr.Barry Katz from leaf litter
Trichothecium roseum (ncbitaxon:47278)
- PubMed (6993881)
- PubMed (21221935) Strain: LZ93
Holarrhena floribunda (ncbitaxon:2708850) stem (BTO:0001300) PubMed (10650079)
Engleromyces goetzii (ncbitaxon:251718) - PubMed (25633363)
Roles Classification
Biological Roles:
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
STAT3 inhibitor  An inhibitor of signal transducer and activator of transcription 3 (STAT3)
apoptosis inducer  Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
protein synthesis inhibitor  A compound, usually an anti-bacterial agent or a toxin, which inhibits the synthesis of a protein.
mycotoxin  Poisonous substance produced by fungi.
mycotoxin  Poisonous substance produced by fungi.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
trichothecin (CHEBI:69621) has role antifungal agent (CHEBI:35718)
trichothecin (CHEBI:69621) has role antineoplastic agent (CHEBI:35610)
trichothecin (CHEBI:69621) has role apoptosis inducer (CHEBI:68495)
trichothecin (CHEBI:69621) has role mycotoxin (CHEBI:25442)
trichothecin (CHEBI:69621) has role protein synthesis inhibitor (CHEBI:48001)
trichothecin (CHEBI:69621) has role STAT3 inhibitor (CHEBI:87183)
trichothecin (CHEBI:69621) is a trichothecene (CHEBI:55517)
IUPAC Name 
8-oxo-12,13-epoxytrichothec-9-en-4β-yl (2Z)-but-2-enoate
Synonyms  Source
trichothecinKEGG COMPOUND
(4β)-12,13-epoxy-4-[[(2Z)-1-oxo-2-butenyl]oxy]trichothec-9-en-8-oneChEBI
Manual XrefsDatabases
C09742KEGG COMPOUND
C00003196KNApSAcK
10216230ChemSpider
Registry NumbersSources
CAS:6379-69-7KEGG COMPOUND
CAS:6379-69-7ChemIDplus
Citations